Ethyl Acetate → 4-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole

HRID 397497ノート

反応式

HRID 397497 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][S:12][CH:13]=1.[N-:14]=[N+:15]=[N-:16].[Na+].C(OCC)(=O)C.CCCCCC.C(OCC)(=O)C>CN(C)C=O>[N:14]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][S:12][CH:13]=1)=[N+:15]=[N-:16]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 21226206Ethyl acetate hexaneHCID 218662434-(2-Bromomethyl-phenyl)-[1,2,3]thiadiazole

生成物 1

HCID 218662814-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-(2-bromomethyl-phenyl)-[1,2,3]thiadiazole (7.0 g, 0.027 mol) and sodium azide (5.3 g, 0.081 mol) in N,N-dimethylformamide (200 ml) was stirred at room temperature overnight. Ethyl acetate was added and the reaction mixture was washed with water and brine. Drying and solvent evaporation gave an oil; flash chromatography (silica gel, hexane-ethyl acetate, 96:4) gave 4-(2-azidomethyl-phenyl)-[1,2,3]thiadiazole; 1H NMR (CDCl3, 300 MHz) δ8.74 (s, 1H), 7.76 (m, 1H), 7.53 (m, 3H), 4.54 (s, 2H).

後処理

  1. washthe reaction mixture was washed with water and brine
  2. customDrying
  3. customsolvent evaporation
  4. customgave an oil

出典と根拠

ORDレコード
ord-037756aa0ef6463a8baae3eda02eb1ad
出典データセット
uspto-grants-2003_08
特許番号
US06610701B2

反応ノート

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